Ethanol → HCID 19874138, compound

HRID 465394Notes

Reaction equation

HRID 465394 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:15]4[CH2:19][CH2:18][O:17][CH2:16]4)[C:12]=3[F:14])[C:7](=[O:21])[C:6]([C:22]([O:24]CC)=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.C(O)C.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:15]4[CH2:19][CH2:18][O:17][CH2:16]4)[C:12]=3[F:14])[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 702EthanolHCID 10340Sodium CarbonateHCID 19874190HCID 19874190, compound

Product 1

HCID 19874138HCID 19874138, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 182 mg of ethyl 1-cyclopropyl-6,8-difluoro-7-(3-oxazolidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate, 5 ml of ethanol and 10 ml of 10% aq. sodium carbonate solution was stirred for 1 hour under reflux. The reaction mixture was allowed to cool down and then acidified with acetic acid. Crystals thus precipitated were collected by filtration. They were washed with water and ethanol and then dried, whereby 112 mg of the title compound was obtained.

Workup

  1. temperatureunder reflux
  2. temperatureto cool down
  3. customCrystals thus precipitated
  4. filtrationwere collected by filtration
  5. washThey were washed with water and ethanol
  6. customdried

Sources & evidence

ORD record
ord-5e1af37f55c546c6b8dbc56db8ae9aeb
Source dataset
uspto-grants-1992_10
Patent number
US05153203

Reaction notes

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